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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Cottages in Leonardtown

Our top choices for Leonardtown cottages

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Property grounds

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

10.0 out of 10, Exceptional, (56)
"We had a great stay. Amazing view and location! "
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Beachfront Hideaway - Pet Friendly, Hot Tub, EV
Outdoor spa tub

Beachfront Hideaway - Pet Friendly, Hot Tub, EV

10.0 out of 10, Exceptional, (9)
"This was a great place for a December get-away. The location was lovely, and well stocked, with a full kitchen for those who like to cook, herbs, spices, condiments, cleaning supplies, fluffy bathrobes, q-tips, laundry detergent, etc. We needed to communicate wtih the owners a few times, and they were a pleasure to talk to. We decided to spend a little more on our get-away, and it was totally worth it. "
Beachfront Hideaway - Pet Friendly, Hot Tub, EV
Private Beach Front Getaway at The Sunshine Beach Cottage.
Exterior

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (73)
"We had a lovely stay at the Sunshine Beach Cottage - it was just as we expected and easy to check in and out. We look forward to the next time we can stay! "
Private Beach Front Getaway at The Sunshine Beach Cottage.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Terrace/patio

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (145)
"We enjoyed our stay at the waterfront cottage with yoga on the dock in the morning, afternoon kayaking and dinner at Captain Billy’s Seafood restaurant. Down time spent reading and nature watching made the for the perfect weekend."
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Waterfront Cottage in Beautiful Hoopers Island
Terrace/patio

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (77)
"We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. "
Waterfront Cottage in Beautiful Hoopers Island
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Terrace/patio

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

9.6 out of 10, Exceptional, (5)
"The owner was very nice "
The price is AED 661
AED 1,099 total
includes taxes & fees
3 Sep - 4 Sep
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Cozy Virginia Potomac Riverfront Cottage
Outdoor dining

Cozy Virginia Potomac Riverfront Cottage

9.6 out of 10, Exceptional, (43)
"Clean, comfortable, quiet, and what a beautiful spot on the river! Thank you 😊 "
Cozy Virginia Potomac Riverfront Cottage
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit
Fridge, microwave, oven, stovetop

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

10.0 out of 10, Exceptional, (51)
"It’s a wonderful house with everything you need. The views are amazing - perfection! "
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit
Sunnyside Up - Small Dog Friendly Waterfront Cottage
Terrace/patio

Sunnyside Up - Small Dog Friendly Waterfront Cottage

9.8 out of 10, Exceptional, (20)
"My wife and I truly enjoyed our stay in colonial Beach! The cabin was very nicely decorated and furnished a well equipped kitchen, and we had great conversation via messaging in person with the owners of the property. We would definitely stay there again."
Sunnyside Up - Small Dog Friendly Waterfront Cottage
Cozy Cottage with access to and partially obstructed views of the bay.
Beach nearby

Cozy Cottage with access to and partially obstructed views of the bay.

9.2 out of 10, Wonderful, (28)
"Property was cozy and clean. Owners left lights on for us knowing we had a late arrival. Would definitely stay again. "
Cozy Cottage with access to and partially obstructed views of the bay.
3 Blocks to Beach & Potomac River: Virginia Escape
Terrace/patio

3 Blocks to Beach & Potomac River: Virginia Escape

9.8 out of 10, Exceptional, (8)
"The house was significantly nicer than I expected. The house was spotless, well decorated, and had modern updates. Felt very "homey" and comfortable. Local contact was great and very friendly. Great location that was walkable to everything (of course most everything in Colonial Beach is). Was my first time to Colonial Beach and I would definitely go back."
3 Blocks to Beach & Potomac River: Virginia Escape
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Exterior

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (52)
"As advertised, had a great time!"
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Soul Oasis - home on the Chesapeake Bay
Exterior

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (32)
"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"
The price is AED 551
AED 1,156 total
includes taxes & fees
2 Sep - 3 Sep
Soul Oasis - home on the Chesapeake Bay
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Exterior

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

9.8 out of 10, Exceptional, (12)
"Will book again. Everything was as described and the house was very clean and comfortable. "
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.
Property grounds

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

10.0 out of 10, Exceptional, (12)
"Everything we needed, relaxing visit"
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.
Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!
Outdoor dining

Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!

9.6 out of 10, Exceptional, (126)
"Beautiful location in a great setting to spend time with family. So appreciated that the house was pet friendly and the neighbors were so nice."
Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!
9 Mi to Colonial Beach: Charming Cottage w/ Yard!
Exterior

9 Mi to Colonial Beach: Charming Cottage w/ Yard!

8.0 out of 10, Very Good, (2)
"A wonderful little cottage with great amenities. We will definitely be booking again in the future!"
9 Mi to Colonial Beach: Charming Cottage w/ Yard!
Hays Beach House - Hot Tub - Private Beach
Terrace/patio

Hays Beach House - Hot Tub - Private Beach

9.6 out of 10, Exceptional, (8)
"Stayed with two other families for the State Swim Championships. Property is spacious, clean and well appointed. Even the kitchen knives were sharp!"
Hays Beach House - Hot Tub - Private Beach
Adorable Cottage: Fire Pit, Walk to Colonial Beach
Cottage (4 Bedrooms) | Interior

Adorable Cottage: Fire Pit, Walk to Colonial Beach

3.0 star property
10.0 out of 10, Exceptional, (1)
"Well appointed cottage in central location close beach and bay. Many extras not found in other rentals. Owner did a beautiful job decorating, and it was one of the cleanest rentals I've ever stayed at. "
Adorable Cottage: Fire Pit, Walk to Colonial Beach
Privacy and space with world class views
Property grounds

Privacy and space with world class views

9.8 out of 10, Exceptional, (85)
"We absolutely loved our stay! What a beautiful home and property. We definitely want to come back. Enjoyed relaxing, kayaking, and Shark Tooth Island. "
Privacy and space with world class views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Leonardtown Hotel Reviews

Frequently asked questions

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